Design and synthesis of a morphine-6-succinyl-bovine serum albumin hapten for vaccine development.

Abstract

A morphine-6-succinyl-BSA (M-6-S-BSA) hapten was designed in an effort to obtain a potent, long-lasting anti-morphine immune response for the treatment of morphine abuse. The analogue incorporated a succinic anhydride linker moiety in place of hydroxy group at C-6 of the morphine framework. Then morphine 6-hemisuccinate was conjugated to BSA in aqueous solution in the presence of water-soluble carbodi-imide. M-6-S-BSA was synthesized in three chemical steps starting from morphine sulphate, and the extent of conjugation was determined by base hydrolysis of the conjugate, extraction and measurement of free morphine. An average of 6.5 molecules of morphine were conjugated to each molecule of protein. Six male mice, Swiss White strain, immunized with various doses of the conjugate, were found to be producing antibody 8 weeks later, as determined by a modification of the (NH(4))(2)SO(4) method, which measures primary binding of antigen by antibody.

• Authors: A Akbarzadeh, M Mehraby, M Zarbakhsh, H Farzaneh
• Journal: Biotechnology and applied biochemistry (Biotechnol Appl Biochem) Vol. 30 Issue 2 Pg. 139-46 (10 1999) ISSN: 0885-4513 [Print] United States
• PMID: 10512793 (Publication Type: Comparative Study, Journal Article)

Chemical References

• Vaccines, Conjugate
• morphine-6-succinyl-bovine serum albumin
• Serum Albumin, Bovine
• Morphine

Topics

• Animals
• Behavior, Animal (drug effects)
• Drug Design
• Goats
• Male
• Mice
• Morphine (chemical synthesis, pharmacology)
• Morphine Dependence (therapy)
• Motor Activity (drug effects)
• Rabbits
• Rats
• Rats, Wistar
• Serum Albumin, Bovine (chemical synthesis, immunology, pharmacology)
• Stereotypic Movement Disorder (prevention & control)
• Vaccination
• Vaccines, Conjugate (immunology, pharmacology)